Quinupristin is a semi-synthetic analogue of virginiamycin B (ostreogrycin B, pristinamycin IA, streptogramin B) formed by a Mannich condensation and elimination to generate an exocyclic methylene alpha to the ketone of the 4-piperidinone. Addition of quinucidinylthiol to the methylene group affords quinupristin. The structural changes provide a more hydrophobic compound with a readily ionisable group for generating a salt. Quinupristin is used commercially in synergistic combination with dalfopristin (30:70). There is little published data on the synthesis, biological or antibiotic activity of quinupristin alone, however the combination product is highly effective, including activity against antibiotic resistant strains.
Quinupristin is soluble in ethanol, methanol, DMF and DMSO.
CAS Number
120138-50-3
Molecular Formula
C54H71N9O13S2
Molecular Weight
1118.3
Storage Conditions
-20°C
Specifications:
Appearance
White to fawn solid